Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Diketene | HCID 12661 | — |
| Reactant | (+)-Methyl lactate | HCID 637514 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 21110113 | HCID 21110113 | — |
Reaction Steps
Methyl (2R)-2-hydroxypropanoate (5.0 g, 48 mmol) and triethylamine (49 mg, 0.48 mmol) are dissolved in toluene (40 ml). At 90° C., diketene (5.2 g, 62.4 mmol) is added dropwise. The reaction mixture is stirred at 100° C. for one hour. After cooling to room temperature, the mixture is poured into ice-water. The phases are separated and the aqueous phase is extracted with toluene two times. The combined organic phases are dried over sodium sulfate, the solvent is removed in vacuo and the residue is purified by column chromatography on silica with cyclohexane/ethyl acetate mixtures as eluent.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07230017B2 |
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| Source dataset | uspto-grants-2007_06 |
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| ORD ID | ord-ac30add5a3d4495a9a91404fc0b72f41 |
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| Source note | uspto-grants-2007_06 |
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